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Skye High

Best friends discover their mutual romantic interest in one another

It was more of a small gathering than a party. Eight friends hanging out in one house for the night, to enjoy a a late night hockey game. In the mean time, the living room stereo system played the local electronica radio station, while the small group enjoyed various activities. One, however, was not having a good time at all. Skye sat in the upstairs bedroom, her back to the door, her...Read On


The Opportunity

a journey from gentle travestism to anal slut

THE OPPORTUNITY PART ONE     I suppose looking back, that my childhood was to blame, that is if there was any real blame to be attached. It could have just been my inherited genes so I can happily blame my mother and father for being the smallest in the class, but I somehow also got left out when the popularity genes were issued, I became a loner and spent far too much...Read On


In Her Shoes Part 3

This is the final part so please read both other parts to this story to understand it fully.

I guided Peter into the main shopping mall in town leading him straight into a shoe shop. The girl in the shop fetched a few pairs for me to try on and I relished asking Peters opinion. He tried not to look too obvious that he was hooked on my shoes and feet. I 'hummed' and 'ahmmed' a short while, telling the girl I was undecided and may well be back later. Grabbing his arm once more we...Read On


The Change Up - Part 3

Deedra continues to have fun on her first date, and gets what she been hoping for!

Sammy looks at us and says, "You know that Elsie gets pissed when you tie up the ladies room like that. Then Trish came back and saw that you were all gone and wanted to know why you didn't invite her along?" Emily says, "You know Trish is working, and it's too early for Elsie to be at the club." The band started to play swing music. I remember the song, Jumping Jack. I danced to it...Read On


Jaime's Way (part 2)

Sherry has transformed Jaime into a sexy slut

I awoke to feel the dried cum on my face, ass and balls, and then remembering how I got that way made me smile. Crawling out of bed I made my way to the bathroom and took a hot shower and then easily shaved my already smooth legs. Out of the shower I brushed my hair and did what I could to make it appear more feminine. After I put on my make up I walked back to the bedroom and slipped into a...Read On


Jenny & Mike: A Day out

Role Reversed day of shopping, a dinner date and pegging at the movie theater.

I woke up in the morning with Michelle’s arm around me. We were spooning. She was the big spoon. I held on-to her arm stroking it gently as I recalled how ‘Mike’ and I had gotten it on in the living room the previous night. ‘Mike’ had fucked me on numerous occasions in the past, but my ass was still sore after what we had gotten up-to last night! God it was so hot! I turned my head to look...Read On


Cindy's makeover

This is a account of my makeover and my three days in London, not a lot of explicted sex in the stor

I would like to share my latest cross-dressing experience. Like many cross-dressers, I dress up part-time. I am married and my wife does not know of my fetish of warning woman clothing. My dressing need stems from my enjoyment to the attention I received from admires. I am new at this cross-dressing having only started dressing five years ago. Many cross-dressers started their fetish when...Read On


Finding Tammy

Tammy is made

John knocked on the door to his friend’s house and it swung gently open. The latest chart music boomed from inside.  He called out, “Hi its John?” No answer; so he went further in the house the music was coming from upstairs so John went to investigate. He needed to find someone so he could pick up the money. The music was louder upstairs and though he called out again no one answered. ...Read On


Not Crossing The Line

Crossdressing brings me closer to a woman than I expected

When I was a kid I had a book called, ‘What Do People Do All Day?’ It made a start at teaching me about the variety of jobs that exist in the world. As an adult I feel it would be equally beneficial if there was a book as simple as that one which answered the question, ‘Why do people do the things they do?’ Part of the trouble is that I often do not even understand my own...Read On


Irene's photoshoot

Cute Tgirl gets into trouble...

It all started with a mail: “Hi Irene, I’ve seen your pictures on Flickr and I love them. I know you have been out only once but I also know that you are craving to do it again. So here’s the deal: I offer you a private photo shoot, I’ll dictate the poses and the outfit and I’ll pay you 1000 Euro’s for it.” Oh my god, she had been waiting for an excuse to go outside in Irene-mode again and...Read On


576 Shadow Oak Drive - Part 2

Sarah and Molly arrive at the party and Sarah has another first experience.

As Molly drove down the highway, I sat in the passenger seat. Although I had always had a feminine side, I was experiencing all kinds of new emotions and feelings that I hadn't felt before when dressed. I don't know exactly what brought it out. Maybe it was the love and support of Molly. Maybe it was seeing myself truly dolled-up for the first time, seeing my own cleavage, having my manhood...Read On



A secret assignation in a country hotel turns into an unusual menage a trois

Dusk. As he turned off the highway into the country park hotel, Nick was relieved to note that its car park was barely a quarter full. Pulling his overnight bag from the back seat, he headed for the brightly-lit reception lobby. A giggly gang of women were disembarking from a mini-coach. Most were clearly very drunk. In the hotel's spacious lobby he quickly spotted Mark,...Read On


My oddesy 2 - Liam

A friend cheers me up

It had been a few weeks since Glen's puzzling rejection and I was in a slump. I hated my body more than I had in years. Not even sneaking into my sister's old room and playing dress-up could cheer me. And my best friend noticed. Liam was in most of my classes at school and we knew each other since third grade. He had olive skin and a solid German build. Noticing my gloomy disposition he...Read On


The girl with green hair

An extra-special birthday surprise

"Is this cab taken?" Languorously, she lifted her green mascara-clad eyelids and gave a half-smile. "'Fraid so." I'd left the party in the local wine bar and decided to get home before I passed out. I was feeling pretty squiffy. Two taxis cruised by with their engaged signs on. It began to spit with rain. I looked through the back window of the parked cab. The interior light was on....Read On


What's In The Name Shazstoned

It was a Saturday night some years ago, I was home alone, it was time to dress fully for the first time. I showered and had a good shave. I started with my false eyelashes on the top and bottom of my eyes, next the foundation and powder, eye shadow, a glittery green, dark red blusher to highlight my cheeks, black eye liner and masscarra followed. I added bright red lippy, all was applied...Read On


The Frederick's of Hollywood Lingerie Model

Courtney's first job in Hollywood is as a Frederick's lingerie model.

When I first arrived in Los Angeles, I was staying at a motel on Sunset Strip in Hollywood. I had plans on working as a tranny call boy there. In the "L.A. Express" magazine, I saw an ad for a club on Sunset, called the Leather and Lace Lounge, that was popular with trannies and the men who liked them. I decided to go there and learn more about the tranny scene in Hollywood. It was three in...Read On


My Sexual Odyssey Part 2: Becoming a Slut

A continuation of the journey described in part 1

After having had a few experiences, I became slightly more comfortable with my sexuality. I decided to branch out a bit, and see what life had to offer. I wondered whether there were any bars or clubs that I could go to to meet people who were looking for someone like me, so I went online and discovered, that yes, there were quite a few such places. It is so wonderful having the internet...Read On


Jason and Kym ~ Part Two

A story about self-discovery, now turns into a rollercoaster ride!

 Later that same night, I strolled down to my favorite watering hole to tip a few strong drinks in the hopes of either clearing my head or dulling the noises within. After flirting over those drinks with a short blonde haired gal named Kym, we stepped out onto the dance floor to press our bodies against one another to an old Jonny Cash tune. She’d been waiting for some guy to meet her for...Read On


A Friend With Something Extra.Part 3

Grant collapsed on carpeted floor of the living room. The ropes of semen his friend shot on his chest were beginning to crawl down to his bra. The ones on his bra were slowly moving down toward his belly. His tiny silky bikini panties were filled with his own cum as the sight of his friend's cock shooting on him had gotten him off. He looked up at Ian who was still sitting on the couch with...Read On


Leigh and Leila - Fantasy of a First Night

CD Leila gets read for her first encounter with her girlfriend.

“I don’t know when to stop talking, do I?” I asked. You smiled and kissed me again. It took my breath away. I closed my eyes and let myself get lost in the feeling. It was like nothing I’d ever imagined, nothing I’d ever felt before, nothing I could imagine living without. Your fingers moved just the slightest bit. I nearly came, my cock straining hard against the white satin thong. Your...Read On


Dawn Summer

Oppressed and Underage. Sometimes you just got to take matters into your own hands.

As I climbed aboard the bus, I couldn’t help but feel a sense of relief at my escape. I never realized how free I could feel finally escaping my father for good. Maybe, I should back up a little bit for those of you just catching up to my story. My name is Dawn Summer. I grew up a rich little boy with a father who never quite understood, or cared to understand me. I wanted to become an...Read On


My First Time Final Chapter

The conclusion of this story

The Friday that Lydia told me about had finally arrived and she would be bringing some of her friends over for drinks after work, and I was to serve them as Melissa. Lydia had also advised me that unlike the dominatrix persona I used during my first outing on Halloween, Melissa the maid, was totally subservient. That morning after my usual visit to the gym I cleaned the house and set up...Read On


The Adventures of Kristof and Marci Part 2

Marci continues Krissy's slut training, putting her maid into some uncomfortable situations...

ADVENTURES OF KRISTOF AND MARCI PART 2 Training     As I stood outside the study, my mind was racing, the day had been pretty exciting already and it was only mid afternoon; what else was to come I wondered with excitement.   After a few minutes, Marci came down and entered the study and I followed.   ‘I told you to wait outside; you come in when I...Read On


Stephen and Stephanie

A young man's journey through cross-dressing, femininity and sexuality

As neighbors, Carol, Karen and I regularly met up on weekends during school term and more often during the holidays. We played many games together, and I happily joined in, despite their girly nature; I even played with dolls. Of course, the kids at school found out about this, and I was bullied mercilessly for being a sissy. I tried to explain that no boys were living nearby to play with,...Read On


Master's Reminder

I had been seeing Master John for about a year now and thing’s were going well or so I thought!

I had been seeing Master John for about a year now and thing’s were going well, or so I thought. I arrived at his home like any other weekend in the outfit he wanted me to wear for my punishment. He would always choose the week before and I knew that there was no argument whatever he wanted he got. I hoped that I had got everything just right for him. Anything slightly out of place or...Read On


The House Sitter

Francis has an interesting twist to his house sitting week.

“Okay, that covers everything I think! Thanks so much for this, Francis. I know it was short notice but I really appreciate it,” said Ms. Wilson. “And remember, please, please, please help yourself to anything in the house.” “Oh, it’s not a problem. Just hope you have fun on your cruise!” I couldn’t help but wonder why she was going on a singles-only cruise for a week. She was hardly...Read On


Telling Mom I'm A Crossdresser part 13.5: Missy Brings Home A Stud

the continuation to Missy going out and finding a man.

I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud. Thomas followed me in his car until we got to my place and I took him by the...Read On


The Meeting

Some first meetings turn out better than others

I initially met Richard through a TG Community site and we seemed to hit it off from the very start.   He was very open about his likes and dislikes, about him being a TG admirer, about having had a fair number of encounters and dates, but he never pressured to know anything about me.   Drawn by his gentleness and gentleman ways though I found myself sharing my deepest dreams and...Read On


Paris: Sex Extreme

From decadence to debauchery in 48 hours

Seated in the famous Champagne Bar of the Euorstar Terminal at London's St Pancras Station, Nick toyed with his champagne flute. With one eye on the giant overhead clock, he was getting anxious about the departure of the Paris train. Then he saw Cathy approaching. She looked stunning, turning several heads as she alighted from the escalator. She was wearing a long-sleeved double-breasted...Read On


Mistress Lucy takes control

Power reversal; the usually sissy crossdresser Lucy has fun with her girlfriend, Belle.

Belle had finished disrobing and stood in her bra and thong, both pink, following Lucy's command. The latter stood in front of her girlfriend and, with a light touch of the shoulder, pushed Belle down on to the bed. Belle looked up at Lucy expectantly, eyes wide. Neither girl wore any makeup; they'd been awake for a couple of hours and, having spent the morning in the kitchen loafing around...Read On